4-BROMO-5-(2-CHLORO-BENZOYLAMINO)-1H-PYRAZOLE-3-CARBOXYLIC ACID (PHENYL) AMIDE DERIVATES AND RELATED COMPOUNDS AS BRADYKININ B1 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMATORY DISEASES

WIPO Patent Application WO2004099155

A3

Disclosed are compounds that are bradykinin B1 receptor antagonists of formulae (I) and (II) and are useful for treating diseases, or relieving adverse symptoms associated with disease conditions, in mammals mediated by bradykinin B1 receptor. Certain of the compounds exhibit increased potency and are also expected to exhibit increased duration of action. Formula (I) and (II) wherein Z' is selected from O, S and NH; R<1> is selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic; R<2> is selected from the group consisting of hydrogen, alkyl, and substituted alkyl; R<3> is selected from the group consisting of hydrogen, alkyl, and substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic; R<4> is selected from the group consisting of aryl, substituted aryl, heteroaryl, and substituted heteroaryl; R<5> is selected from the group consisting of hydrogen, alkyl and substituted alkyl; X is selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, aryl, substituted aryl, carboxyl, carboxyl esters, cyano, halo, heteroaryl, substituted heteroaryl, hydroxy, nitro, amino, substituted amino, acylamino, and aminoacyl.

GAROFALO ALBERT W (US)
TUNG JAY S (US)
PLEISS MICHAEL A (US)
WU JING (US)
WONE DAVID W G (US)
GUINN ASHLEY C (US)
DRESSEN DARREN B (US)
MARUGG JENNIFER (US)
NEITZEL MARTIN (US)

PCT/US2004/013655

November 10, 2005

April 30, 2004

Click for automatic bibliography generation  

ELAN PHARM INC (US)
GAROFALO ALBERT W (US)
TUNG JAY S (US)
PLEISS MICHAEL A (US)
WU JING (US)
WONE DAVID W G (US)
GUINN ASHLEY C (US)
DRESSEN DARREN B (US)
MARUGG JENNIFER (US)
NEITZEL MARTIN (US)

A61K31/4152; A61K31/416; C07D231/16; C07D231/40; C07D401/12; C07D403/12; C07D417/12; (IPC1-7): A61K31/415; A61K31/4155; C07D231/40; A61P29/00

WO1999027939A1	1999-06-10
WO2002002523A1	2002-01-10
WO1996005196A1	1996-02-22
WO2002022655A1	2002-03-21
WO2003015774A1	2003-02-27
WO1998011101A2	1998-03-19
WO2000050418A1	2000-08-31
WO2001087888A1	2001-11-22
WO2003095429A1	2003-11-20

GB2310207A	1997-08-20
DE3421386A1	1985-12-12

BARALDI ET AL: "Benzoyl Nitrogen Mustard Derivatives of Benzoheterocyclic Analogues of Netropsin: Synthesis and Biological Activity", BIOORGANIC MEDICINAL CHEMISTRY, vol. 11, 10 April 2003 (2003-04-10), pages 2381-2388, XP002301176
BARALDI ET AL: "Synthesis and Antitumor Activity of New Benzoheterocyclic Derivatives of Distamycin A", JOURNAL OF MEDICINAL CHEMISTRY, vol. 43, 2000, pages 2675 - 2684, XP002301177
BARALDI ET AL: "Novel Benzoyl Nitrogen Mustard Derivatives of Pyrazole Analogues of Distamycin A: Synthesis and Antileukemic Activity", BIOORGANIC AND MEDICINAL CHEMISTRY, vol. 7, 1999, pages 251 - 262, XP002301178
BARALDI ET AL: "Structure-Activity Relationship of Novel Tallimustine Derivatives: Synthesis and Antitumor Activity", BIOORGANIC AND MEDICINAL CHEMISTRY LETTERS, vol. 6, no. 11, 1996, pages 1247 - 1252, XP002301179
BARALDI ET AL: "Synthesis and Antitumor Activity of Novel Distamycin Derivatives", BIOORGANIC AND MEDICINAL CHEMISTRY LETTERS, vol. 6, no. 11, 1996, pages 1241 - 1246, XP002301246
ATWELL ET AL: "5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[eindoles:", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 42, no. 17, 1999, pages 3400 - 3411, XP002294767, ISSN: 0022-2623
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1998, MARCHINI, S. ET AL: "Sequence-specific DNA alkylation of novel tallimustine derivatives", XP002301180, retrieved from STN Database accession no. 1998:302076
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1992, LEE, H. H. ET AL: "Pyrazole analogs of the bispyrrolecarboxamide anti-tumor antibiotics: synthesis, DNA binding and anti-tumor properties", XP002301181, retrieved from STN Database accession no. 1992:173857
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1998, ABDALLAH, MAGDA A. ET AL: "A convenient synthesis of 5-amino-4-(2-benzothiazolyl)pyrazoles", XP002301226, retrieved from STN Database accession no. 1998:233560

View/Download PDF      PDF Help

Previous Patent: PYRAZOLE-AMIDES AND SULFONAMIDES AS SODIUM CHANNEL MODULATORS

Next Patent: SUBSTITUTED HETEROARYLS AS INHIBITORS OF PROTEIN TYROSINE PHOSPHATASES